Gossypol
Gossypol is a lipid of Prenol Lipids (PR) class. Gossypol is associated with abnormalities such as Paralytic Ileus, PARKINSON DISEASE, LATE-ONSET, Fibrillation, Hepatic necrosis and Lymphopenia. The involved functions are known as Atrophic, Ulcer, Necrosis, Apoptosis and antagonists. Gossypol often locates in Mucous Membrane, Epithelium, Blood, Microsomes, Liver and Autophagic vacuole. The associated genes with Gossypol are BCL2A1 gene, BCL2 gene, Transgenes, IGH@ gene cluster and Bax protein (53-86). The related lipids are Promega, proteoliposomes, Phosphatidylserines and Liposomes. The related experimental models are Transgenic Model and Xenograft Model.
Cross Reference
Introduction
To understand associated biological information of Gossypol, we collected biological information of abnormalities, associated pathways, cellular/molecular locations, biological functions, related genes/proteins, lipids and common seen animal/experimental models with organized paragraphs from literatures.
What diseases are associated with Gossypol?
Gossypol is suspected in Severe Combined Immunodeficiency, Aortic Valve Insufficiency, PARKINSON DISEASE, LATE-ONSET, Infertility, CLEFT LIP, CONGENITAL HEALED, Pulmonary Fibrosis and other diseases in descending order of the highest number of associated sentences.
Related references are mostly published in these journals:
- Mol. Cancer Ther. (4)
- Proc. Natl. Acad. Sci. U.S.A. (3)
- Am. J. Physiol. Lung Cell Mol. Physiol. (2)
- Others (13)
| Disease | Cross reference | Weighted score | Related literature |
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Possible diseases from mapped MeSH terms on references
We collected disease MeSH terms mapped to the references associated with Gossypol
PubChem Associated disorders and diseases
What pathways are associated with Gossypol
Lipid pathways are not clear in current pathway databases. We organized associated pathways with Gossypol through full-text articles, including metabolic pathways or pathways of biological mechanisms.
Related references are published most in these journals:
| Pathway name | Related literatures |
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PubChem Biomolecular Interactions and Pathways
Link to PubChem Biomolecular Interactions and PathwaysWhat cellular locations are associated with Gossypol?
Visualization in cellular structure
Associated locations are in red color. Not associated locations are in black.
Related references are published most in these journals:
| Location | Cross reference | Weighted score | Related literatures |
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What functions are associated with Gossypol?
Related references are published most in these journals:
| Function | Cross reference | Weighted score | Related literatures |
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What lipids are associated with Gossypol?
Related references are published most in these journals:
| Lipid concept | Cross reference | Weighted score | Related literatures |
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What genes are associated with Gossypol?
Related references are published most in these journals:
| Gene | Cross reference | Weighted score | Related literatures |
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What common seen animal models are associated with Gossypol?
Xenograft Model
Xenograft Model are used in the study 'Gossypol induces apoptosis by activating p53 in prostate cancer cells and prostate tumor-initiating cells.' (Volate SR et al., 2010), Xenograft Model are used in the study 'Sorafenib sensitizes (-)-gossypol-induced growth suppression in androgen-independent prostate cancer cells via Mcl-1 inhibition and Bak activation.' (Lian J et al., 2012), Xenograft Model are used in the study 'Natural BH3 mimetic (-)-gossypol chemosensitizes human prostate cancer via Bcl-xL inhibition accompanied by increase of Puma and Noxa.' (Meng Y et al., 2008), Xenograft Model are used in the study '(-)-Gossypol suppresses the growth of human prostate cancer xenografts via modulating VEGF signaling-mediated angiogenesis.' (Pang X et al., 2011) and Xenograft Model are used in the study 'Gossypol induces death receptor-5 through activation of the ROS-ERK-CHOP pathway and sensitizes colon cancer cells to TRAIL.' (Sung B et al., 2010).
Transgenic Model
Transgenic Model are used in the study 'Bcl-2 antagonist apogossypol (NSC736630) displays single-agent activity in Bcl-2-transgenic mice and has superior efficacy with less toxicity compared with gossypol (NSC19048).' (Kitada S et al., 2008).
Related references are published most in these journals:
| Model | Cross reference | Weighted score | Related literatures |
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NCBI Entrez Crosslinks
All references with Gossypol
Download all related citations| Authors | Title | Published | Journal | PubMed Link |
|---|---|---|---|---|
| Braham JE et al. | Effect of gossypol on the iron-binding capacity of serum in swine. | 1967 | J. Nutr. | pmid:6052995 |
| Roehm JN et al. | Accumulation and elimination of dietary gossypol in the organs of rainbow trout. | 1967 | J. Nutr. | pmid:6054742 |
| Alford BB and Onley K | The minimum cottonseed protein required for nitrogen balance in women. | 1978 | J. Nutr. | pmid:580097 |
| BRESSANI R et al. | ALL-VEGETABLE PROTEIN MIXTURES FOR HUMAN FEEDING. XV. STUDIES IN DOGS ON THE ABSORPTION OF GASSYPOL FROM COTTONSEED FLOUR-CONTAINING VEGETABLE PROTEIN MIXTURES. | 1964 | J. Nutr. | pmid:14191421 |
| Abou-Donia MB and Dieckert JW | Urinary and biliary excretion of 14C-gossypol in swine. | 1974 | J. Nutr. | pmid:4830281 |
| Braham JE et al. | Effect of calcium and gossypol on the performance of swine and on certain enzymes and other blood constituents. | 1967 | J. Nutr. | pmid:6018252 |
| Sharma MP et al. | Effects of levels of protein and gossypol, and length of feeding period on the accumulation of gossypol in tissues of swine. | 1966 | J. Nutr. | pmid:5931188 |
| Smith FH and Clawson AJ | Effect of diet on accumulation of gossypol in the organs of swine. | 1965 | J. Nutr. | pmid:5892976 |
| Danke RJ and Tillman AD | Effect of free gossypol and supplemental dietary iron on blood constituents of rats. | 1965 | J. Nutr. | pmid:5897732 |
| Clawson AJ and Smith FH | Effect of dietary iron on gossypol toxicity and on residues of gossypil in porcine liver. | 1966 | J. Nutr. | pmid:5950205 |
| Skutches CL and Smith FH | Effect of phenobarbital on the level of gossypol in the liver and the effect of gossypol and phenobarbital on liver microsomal O-demethylation and lipid peroxidation activities in the rat. | 1974 | J. Nutr. | pmid:4430931 |
| REISER R and FU HC | The mechanism of gossypol detoxification by ruminant animals. | 1962 | J. Nutr. | pmid:14491326 |
| Sotelo A et al. | Infertility in male rats induced by diets containing whole cottonseed flour. | 1982 | J. Nutr. | pmid:6897076 |
| Skutches CL et al. | Effect of intravenous gossypol injection on iron ultilization in swine. | 1973 | J. Nutr. | pmid:4705271 |
| Herman DL and Smith FH | Effect of bound gossypol on the absorption of iron by rats. | 1973 | J. Nutr. | pmid:4705274 |
| GRAU CR | Protein concentrates as amino acid sources for the chick; corn gluten meal, cottonseed meal and peanut meal. | 1946 | J. Nutr. | pmid:20999576 |
| Coyle T et al. | In vitro and in vivo cytotoxicity of gossypol against central nervous system tumor cell lines. | 1994 | J. Neurooncol. | pmid:7815102 |
| Bushunow P et al. | Gossypol treatment of recurrent adult malignant gliomas. | 1999 | J. Neurooncol. | pmid:10448875 |
| Chatterjee TK and Bhatnagar RK | Ca2(+)-dependent, ATP-induced conversion of the [3H]hemicholinium-3 binding sites from high- to low-affinity states in rat striatum: effect of protein kinase inhibitors on this affinity conversion and synaptosomal choline transport. | 1990 | J. Neurochem. | pmid:2324736 |
| Moore SA et al. | Brain microvessel 12-hydroxyeicosatetraenoic acid is the (S) enantiomer and is lipoxygenase derived. | 1991 | J. Neurochem. | pmid:1907312 |
| Sinnhuber RO et al. | Dietary factors and hepatoma in rainbow trout (Salmo gairdneri). II. Cocarcinogenes by cyclopropenoid fatty acids and the effect of gossypol and altered lipids on aflatoxin-induced liver cancer. | 1968 | J. Natl. Cancer Inst. | pmid:4178161 |
| Dhaliwal MK et al. | Cytogenetic analysis of a gossypol-induced murine myxosarcoma. | 1987 | J. Natl. Cancer Inst. | pmid:3473256 |
| Sprogøe K et al. | Combining HPLC-PDA-MS-SPE-NMR with circular dichroism for complete natural product characterization in crude extracts: levorotatory gossypol in Thespesia danis. | 2008 | J. Nat. Prod. | pmid:18290629 |
| Boonsri S et al. | Cytotoxic and antibacterial sesquiterpenes from Thespesia populnea. | 2008 | J. Nat. Prod. | pmid:18553924 |
| Lu Z et al. | Mirabamides E-H, HIV-inhibitory depsipeptides from the sponge Stelletta clavosa. | 2011 | J. Nat. Prod. | pmid:21280591 |
| Meng YL et al. | Coordinated accumulation of (+)-delta-cadinene synthase mRNAs and gossypol in developing seeds of Gossypium hirsutum and a new member of the cad1 family from G. arboreum. | 1999 | J. Nat. Prod. | pmid:10075752 |
| Keller PA et al. | Novel pharmacophore-based methods reveal gossypol as a reverse transcriptase inhibitor. | 2003 | J. Mol. Graph. Model. | pmid:12543135 |
| Szücs G et al. | Characterization of volume-activated chloride currents in endothelial cells from bovine pulmonary artery. | 1996 | J. Membr. Biol. | pmid:8801351 |
| Nordenskjöld M and Lambert B | Gossypol induces DNA strand breaks in human fibroblasts and sister chromatid exchanges in human lymphocytes in vitro. | 1984 | J. Med. Genet. | pmid:6716412 |
| Tsui YC et al. | The effect of the male contraceptive agent Gossypol on human lymphocytes in vitro: traditional chromosome breakage, micronuclei, sister chromatid exchange, and cell kinetics. | 1983 | J. Med. Genet. | pmid:6842561 |
| Kitada S et al. | Discovery, characterization, and structure-activity relationships studies of proapoptotic polyphenols targeting B-cell lymphocyte/leukemia-2 proteins. | 2003 | J. Med. Chem. | pmid:13678404 |
| Tang G et al. | Structure-based design of flavonoid compounds as a new class of small-molecule inhibitors of the anti-apoptotic Bcl-2 proteins. | 2007 | J. Med. Chem. | pmid:17552510 |
| Feng BY et al. | A high-throughput screen for aggregation-based inhibition in a large compound library. | 2007 | J. Med. Chem. | pmid:17447748 |
| Choi SR et al. | Design, synthesis, and biological evaluation of Plasmodium falciparum lactate dehydrogenase inhibitors. | 2007 | J. Med. Chem. | pmid:17636950 |
| Tang G et al. | Acylpyrogallols as inhibitors of antiapoptotic Bcl-2 proteins. | 2008 | J. Med. Chem. | pmid:18237106 |
| Royer RE et al. | Synthesis and anti-HIV activity of 1,1'-dideoxygossypol and related compounds. | 1995 | J. Med. Chem. | pmid:7608907 |
| Wang G et al. | Structure-based design of potent small-molecule inhibitors of anti-apoptotic Bcl-2 proteins. | 2006 | J. Med. Chem. | pmid:17034116 |
| Yan F et al. | A novel water-soluble gossypol derivative increases chemotherapeutic sensitivity and promotes growth inhibition in colon cancer. | 2010 | J. Med. Chem. | pmid:20684596 |
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| Ionov M et al. | The immobilization of gossypol derivative on N-polyvinylpyrrolidone increases its water solubility and modifies membrane-active properties. | 2009 | J. Med. Chem. | pmid:19603832 |
| Deck LM et al. | Gossypol and derivatives: a new class of aldose reductase inhibitors. | 1991 | J. Med. Chem. | pmid:1956050 |
| Wei J et al. | BI-97C1, an optically pure Apogossypol derivative as pan-active inhibitor of antiapoptotic B-cell lymphoma/leukemia-2 (Bcl-2) family proteins. | 2010 | J. Med. Chem. | pmid:20443627 |
| Barelier S et al. | Fragment-based deconstruction of Bcl-xL inhibitors. | 2010 | J. Med. Chem. | pmid:20192224 |
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| Guo J and Reidenberg MM | Inhibition of 11beta-hydroxysteroid dehydrogenase by bioflavonoids and their interaction with furosemide and gossypol. | 1998 | J. Lab. Clin. Med. | pmid:9665369 |
| Wu G et al. | Responses of three successive generations of beet armyworm, Spodoptera exigua, fed exclusively on different levels of gossypol in cotton leaves. | 2010 | J. Insect Sci. | pmid:21067414 |
| Russell DH et al. | Prolactin-dependent mitogenesis in Nb 2 node lymphoma cells: effects of immunosuppressive cyclopeptides. | 1987 | J. Immunol. | pmid:3097147 |